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Hillsborough Real Estate Search

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What's it like to live in Hillsborough?

Hillsborough, CA is the perfect bedroom community for those who work in San Francisco, which is less than 20 miles away. San Francisco can be a little overwhelming if you’re not used to the city life, or if you simply prefer to raise a family in a more suburban, family-friendly space. Hillsborough has a relatively modest population, which means you can expect a real community atmosphere. If that wasn’t enough to convince you of taking a closer look at this beautiful town, then consider the fact that Hillsborough contains no commercial zoning, which means there are no businesses located within the city limits. The only non-residential property you’ll find in town include the schools, the government facilities, a single golf course, and a town park. While you’ll have to drive out of the city limits to run basic errands (not a difficult task considering there are several towns bordering Hillsborough), you can be comfortable knowing that this is truly a residential community.  

What types of homes are in Hillsborough?

Hillsborough’s town zoning and subdivision ordinances require that homes be a minimum size of 2,500 square feet and located on lots in which the minimize size must be half an acre. This means that you won’t find any townhouses, condominiums or apartments within Hillsborough. There are plenty of single-family houses available that range from 3-bedroom and 3-bathrooms to more luxury-style homes consisting of up to 6 bedrooms and 6 baths. The styles vary from ranch-style homes to Spanish colonial-style homes and craftsman bungalow-style properties. 

What's unique about Hillsborough?

Despite being a residential community that strongly focuses on the “residential” aspect, there are several beautiful landmarks that make Hillsborough more than just a suburb.

  • Western White House – This stunning property was built by William Randolph Hearst, who was responsible for the famous Hearst Castle. Not surprisingly, the Western White House has a lot in common with the Hearst Castle.
  • The Flintstone House – Built in 1976, this incredibly unique piece of architecture consists of balloon-shaped forms covered in sprayed concrete in a deep orange color that is reminiscent of San Francisco’s most famous landmark, the Golden Gate Bridge.
  • Carolands – This 65,000 square foot residence is one of the largest in the country and belongs to the National Register of Historic Places. It was built by Harriet Pullman Carolan, who was an heiress to the Pullman railway.

Where are the good schools in Hillsborough?

  • North Hillsborough School | Grades K-5 | 545 Eucalyptus Avenue
  • South Hillsborough School | Grades K-5 | 303 El Cerito Avenue
  • Crocker Middle School | Grades 6-8 | 2600 Ralston Avenue
  • Crystal Springs Upland School | Grades 6-12 | 400 Uplands Drive

While there are no universities located within the city limits of Hillsborough, there are a few colleges within a short drive outside of the city. Some of the universities located within 10 miles of Hillsborough include the College of San Mateo, the Gurnick Academy of Medical Arts and Avalon Academy.  

What are the best things to do in Hillsborough?

Considering the fact that there are so few nonresidential properties around town, you might think that it could be difficult to keep busy. This is not the case. The city puts a strong emphasis on recreation, which means there are a ton of recreational activities that are offered for both children and adults.

  • Adult classes – Some of the adult classes available in Hillsborough include the Adult Tennis Program, Bridge, Friday Yoga, Gym Rat Boot Camp, Knitting, Mah Jong, Zumba and more.
  • Children classes – Your kids have lots of opportunities in terms of recreational classes and activities as well. Some of their options include Boys Flag Football, Girls Volleyball, Art classes, Beginning Bridge, Beginning Golf, Athletic Recovery Yoga, Cross Country, Basketball and more.

You can also take your family over to Vista Park, which is a beautiful town park with a number of wonderful features to take advantage of, including a large jungle gym for the kids, a basketball court, a walking path, a soccer field, and a baseball field. This is the perfect place for a weekend afternoon picnic! If you’re looking for a little bit more to do other than enjoying the extensive parks and recreation within town, you’ll plenty of options in the surrounding areas. Be sure to check out some of the following things to do around Hillsborough:

  • CuriOdyssey – CuriOddyssey will provide your children with the perfect balance of education and fun. There are a number of incredibly interesting science exhibits, many of which are interactive, as well as several wildlife exhibits that boast animals native to California.
  • Maker Faire – The Maker Faire is one part county fair and one part science fair. It is a family-friendly event that has rapidly grown in popularity over the years, with over 195,000 people attending in 2013.
  • San Mateo Wine Walk – Taking place every year since 1996, the San Mateo Wine Walk is where wineries from all over Northern California come to team up with local merchants for a beautiful afternoon of walking and wine tasting.

Is Hillsborough right for me?

If you’re looking for a suburban community that’s within a short commute of San Francisco and that is suitable for raising your family, then you should seriously consider Hillsborough. A family-oriented community that consists of very few non-residential properties and that boasts an incredibly strong school system, Hillsborough is not surprisingly a very desirable place to live. 

Newest Hillsborough Properties

1010 San Raymundo RD, Hillsborough image
1010 San Raymundo RD, Hillsborough $4,980,000

Mediterranean home on extensive, gated corner lot. Freshly painted interior and new engineered hardwood flooring throughout. The kitchen features high-end stainless-steel...

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  • 5 Beds
  • 3 Baths
  • ML81922486 MLS
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255 Pinehill RD, Hillsborough image
255 Pinehill RD, Hillsborough $6,280,000

ONE OF THE BEST BAY VIEWS IN ALL OF HILLSBOROUGH! AN ABSOLUTE TREASURE & LANKMARK PROPERTY! These views MUST BE SEEN IN PERSON to truly admire, we mean it! Stunning unobs...

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  • 3 Beds
  • 2 Baths
  • ML81922454 MLS
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1116 Tournament DR, Hillsborough image
1116 Tournament DR, Hillsborough $4,795,000

Breathtaking panoramas await you in this stunning Hillsborough residence that offers a long list of impressive features and high-end finishes! Through the custom European...

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  • 5 Beds
  • 4 Baths
  • ML81921973 MLS
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610 Pullman RD, Hillsborough image
610 Pullman RD, Hillsborough $8,450,000

CURATED CASTLE AT LEGENDARY CHATEAUX LOCATION! Built New in 2001, discover Modern-Era Luxury with Charismatic Grandeur. Heralded as the height of Hillsborough prestige fo...

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  • 5 Beds
  • 6 Baths
  • ML81920640 MLS
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785 Pullman RD, Hillsborough image
785 Pullman RD, Hillsborough $4,950,000

THE BEST DEAL IN HILLSBOROUGH TO BEAT INFLATION!!! THE LOWEST $/SQFT FOR A HOME WITH FLAT LAND! This luxurious property is located on a HUGE MOSTLY FLAT 0.51-acre corner ...

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  • 4 Beds
  • 5 Baths
  • ML81921098 MLS
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302 Ascot RD, Hillsborough image
302 Ascot RD, Hillsborough $7,500,000

Welcome to this spacious family home on the highly sought after, Ascot Road. Entering into the foyer that leads to the large and bright common areas. The formal living an...

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  • 5 Beds
  • 6 Baths
  • ML81920232 MLS
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2 Homs CT, Hillsborough image
2 Homs CT, Hillsborough $11,888,000

CHATEAU NOUVEAU...nearly 9,000 feet of Contemporary Zeitgeist. Discover this Residential Work of Art at the very heart of Lower South Hillsborough. Architecture that desi...

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  • 6 Beds
  • 7 Baths
  • ML81920512 MLS
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20 Pine CT, Hillsborough image
20 Pine CT, Hillsborough $4,188,000

20 Pine Court is a mid century 5 bedroom, 3.5 bath home located in Upper Hillsborough, with gorgeous views. This house comes with approved plans from Sean Bailey designs ...

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  • 5 Beds
  • 4 Baths
  • ML81919794 MLS
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269 Bridge RD, Hillsborough image
269 Bridge RD, Hillsborough $8,995,000

Captivating Colonial on coveted Bridge Road in lower South Hillsborough. This elegant and spacious home includes 7BR/6.5BA, a beautifully remodeled kitchen, adjacent fam...

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  • 7 Beds
  • 7 Baths
  • ML81919452 MLS
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1055 Woodland DR, Hillsborough image
1055 Woodland DR, Hillsborough $4,595,000

Spacious sun-drenched living quarters & elegant amenities converge to create the perfect quintessential Hillsborough home. This corner-lot estate is emanating w/ thoughtf...

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  • 4 Beds
  • 4 Baths
  • ML81919182 MLS
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board logoBased on information from MLSListings MLS as of All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


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